Has anybody ever been on an all-inclusive, agency organized group trip that wasn’t mid at best?

I used to be a store manager for a telecommunications dealer. This was the old days, the cowboy days before smartphones were even a thing (early 2000s). We were still a pretty small company with 12 locations only in two cities, and we were really just the "testing ground" for the parent company who were developing P.O.S. software FOR telecom dealers. So we were kind of their guinea pigs, but were super successful as well.

Anyway, the owners were early thirties brothers with money to burn, so our "manager's conference" was a seven day all-inclusive as a group. We would have one morning of meetings to make it a "tax writeoff" and then be drunk for the rest.

First year I managed for them was the Dominican Republic. Our resort was a six-star flanked on each side by a four star. Our 6-star wrist band got us access to the other two as well. I remember little of most nights except our group inventing a drink that ended up becoming popular with complete strangers, and wanting to go to the other resorts after the golf cart service shut down, so just...borrowing...one.

The next year was Cancun. Not as much fun. Not as memorable. But still pretty fun with it's share of stories.

So i guess in answer to your question. Yes. Absolutely. The two years that I managed for them were the best time I've ever had. No company has ever truly recaptured that for me.